A less considered list articles I found compelling can be found here:
AntiFragile, Nassim Taleb – Provocative insights on risk, our inability to understand complex systems, and how to live a happy life knowing these things…
The power of Habit, Charles Duhigg – Insights on how to pragmatically improve your life by developing good habits.
War of Art, Steven Pressfield- Derek Sivers has good notes. https://sivers.org/book/WarOfArt but overall – know when you are succumbing to “resistance” and fight it every day
Political Animals, Christopher Hitchens – A great read that questions how humans treat animals
Believe me, It’s Torture, Christopher Hitchens – An exploration into waterboarding and then some deeper questions into necessary evils. The title of the article is not the takeaway.
A Guide to the Good Life, William B. Irvine – Less self-helpy than the title suggests. This book is about the principles of Stoic philosophy and practical applications for living a better life. Largely influenced by Seneca’s teachings.
(to read) Cicero, M. Aurelius, Epictetus, Lucian, or the poets: Juvenal, Horace, the later French so-called “moralists” (La Rochefoucault, Vaugenargues, La Bruyere, Chamfort). Bossuet is a class on his own. Montaigne and Erasmus.
Conversations with Bill Kristol http://conversationswithbillkristol.org/podcasts/ – somewhat unorthodox Republican perspectives on ongoing issues. A little think-tanky. Energy Transition Show http://xenetwork.org/ets/ – Best discussion about energy technology, policy, and science I’ve found. Little short on the business side at times. Chris Nelder works for RMI so there is a clear pro-renewable lean in the show.
Crash – A sweeping narrative about how our lives intersect. While our daily shortcomings are horrible, there is great hope for us still.
Fight Club– A screaming protest against the comforts of modern society and an exploration into happiness.
Garden State (Film, 2004) – An exposè on the average, with a dabble of existentialism and the sense of what it means to find a home in life.
The Green Mile – A beautiful commentary on morality, capital punishment, and life.
Good Will Hunting – Intelligence, adversity, belonging and so on.
How the Universe Works – Mike Rowe narrates how space “works”. Gives a lot of context to us on Earth and how cosmically small we are.
La La Land – A truly unique film about ambition, art, love, and regret
Rick and Morty – A satirical, crude exploration into the absurdity and insignificance of daily life. Like South Park, but better in my opinion.